4.8 Article

Poly(ester-co-ether) from ring-opening copolymerisation of sustainable 2-methyltetrahydrofuran with β-butyrolactone

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GREEN CHEMISTRY
卷 25, 期 3, 页码 934-939

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d2gc04686e

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This study reports the successful synthesis of a copolymer of 2-methyltetrahydrofuran (2-MeTHF) and beta-butyrolactone (BBL) through Sc(OTf)(3)-catalysed cationic ring-opening copolymerization. The possibility of copolymerization was verified by density functional theory (DFT) calculations. The obtained copolymer, poly(2-MeTHF-co-BBL), showed promising properties and potential as an environmentally friendly material.
2-Methyltetrahydrofuran (2-MeTHF) is a biomass-based tetrahydrofuran derivative that is considerably difficult to polymerise. This contribution reports Sc(OTf)(3)-catalysed cationic ring-opening copolymerization of 2-MeTHF with beta-butyrolactone (BBL), another renewable monomer. The possibility of copolymerization is verified by density functional theory (DFT) calculations. The obtained copolymer poly(2-MeTHF-co-BBL) has a number-average molecular weight (M-n) of 5.2 kg mol(-1), in which the 2-MeTHF content is 48.8 mol% in accordance with the initial feed ratio of 50 mol%. The copolymers have been characterized by NMR, SEC, MALDI-TOF MS and DSC measurements. The cationic ring-opening polymerisation mechanism is confirmed by kinetic studies and DFT calculations. Poly(2-MeTHF-co-BBL) is able to degrade completely within 24 h under alkaline conditions, and has potential as an environmentally friendly material from biomass sources.

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